Water-Soluble Iridium N-Heterocyclic Carbene Complexes for the Alkylation of Amines with Alcohols

被引：28

作者：

Fernandes, Ana ^{[1
]}

Royo, Beatriz ^{[1
]}

机构：

[1] ITQB NOVA, Inst Tecnol Quim & Biol Antonio Xavier, Ave Republ 2, P-2780417 Oeiras, Portugal

来源：

CHEMCATCHEM | 2017年 / 9卷 / 20期

关键词：

alcohols; amines; carbenes; homogeneous catalysis; iridium; TRANSITION-METAL-COMPLEXES; ASTERISK-IR COMPLEXES; TRANSFER HYDROGENATION; PINCER COMPLEXES; CP-ASTERISK-IR(III) COMPLEXES; CATALYZED ALKYLATION; SELECTIVE ALKYLATION; STABLE CATALYSTS; LIGAND COMPLEXES; BOND ACTIVATION;

D O I：

10.1002/cctc.201700678

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A new series of water-soluble Ir complexes with N-heterocyclic carbene ligands that bear ester and amide groups has been obtained and fully characterized. The new complexes are highly reactive and selective for the alkylation of amines with alcohols with a 1:1 ratio of reactants in water and in the absence of base or other additives. The catalytic system has a broad substrate scope, which allows the synthesis of a variety of primary and secondary amines in excellent yields. A tolerance to a large range of functional groups was obtained.

引用

页码：3912 / 3917

页数：6

共 50 条

[1] Alkylation of amines with alcohols catalyzed by N-heterocyclic carbene iridium complexes
Marcos, Rocio
Bartoszewicz, Agnieszka
Sahoo, Suman
Inge, A. Ken
Zou, Xiaodong
Norrby, Per-Ola
Martin-Matute, Belen
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245
[2] N-Alkylation of Aqueous Ammonia with Alcohols Leading to Primary Amines Catalyzed by Water-Soluble N-Heterocyclic Carbene Complexes of Iridium
Fujita, Ken-ichi
Furukawa, Shohichi
Morishima, Namino
Shimizu, Mineyuki
Yamaguchi, Ryohei
CHEMCATCHEM, 2018, 10 (09) : 1993 - 1997
[3] Mechanistic studies on the N-alkylation of amines with alcohols catalysed by iridium(I) complexes with functionalised N-heterocyclic carbene ligands
Victoria Jimenez, M.
Fernandez-Tornos, Javier
Gonzalez-Lainez, Miguel
Sanchez-Page, Beatriz
Javier Modrego, F.
Oro, Luis A.
Perez-Torrente, Jesus J.
CATALYSIS SCIENCE & TECHNOLOGY, 2018, 8 (09) : 2381 - 2393
[4] Oxidation and β-Alkylation of Alcohols Catalysed by Iridium(I) Complexes with Functionalised N-Heterocyclic Carbene Ligands
Victoria Jimenez, M.
Fernandez-Tornos, Javier
Javier Modrego, F.
Perez-Torrente, Jesus J.
Oro, Luis A.
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (49) : 17877 - 17889
[5] Effect of the ancillary ligand in N-heterocyclic carbene iridium(III) catalyzed N-alkylation of amines with alcohols
Feng, Xinshu
Huang, Ming
POLYHEDRON, 2021, 205
[6] α-Alkylation of arylacetonitriles with primary alcohols catalyzed by backbone modified N-heterocyclic carbene iridium(I) complexes
Arslan, Burcu
Gulcemal, Suleyman
DALTON TRANSACTIONS, 2021, 50 (05) : 1788 - 1796
[7] Mono-N-Alkylation of Sulfonamides with Alcohols Catalyzed by Iridium N-Heterocyclic Carbene-Phosphine Complexes
Li, Xingzhen
Peters, Bram B. C.
Tan, Min
He, Lei
Yang, Jianping
Andersson, Pher G.
Zhou, Taigang
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (07)
[8] Antibacterial properties of water-soluble gold(I) N-heterocyclic carbene complexes
Fernandez, Gabriela A.
Vela Gurovic, Maria S.
Olivera, Nelda L.
Chopa, Alicia B.
Silbestri, Gustavo F.
JOURNAL OF INORGANIC BIOCHEMISTRY, 2014, 135 : 54 - 57
[9] Ruthenium(II) complexes with N-heterocyclic carbene-phosphine ligands for the N-alkylation of amines with alcohols
Huang, Ming
Li, Yinwu
Lan, Xiao-Bing
Liu, Jiahao
Zhao, Cunyuan
Liu, Yan
Ke, Zhuofeng
ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (15) : 3451 - 3461
[10] Redox Isomerization of Allylic Alcohols Catalyzed by New Water-Soluble Rh(I)-N-Heterocyclic Carbene Complexes
Czegeni, Csilla Eniko
Fekete, Marianna
Tobias, Eszter
Udvardy, Antal
Horvath, Henrietta
Papp, Gabor
Joo, Ferenc
CATALYSTS, 2020, 10 (11) : 1 - 18

← 1 2 3 4 5 →